2243-62-1Relevant articles and documents
Activated carbon supported bimetallic catalysts with combined catalytic effects for aromatic nitro compounds hydrogenation under mild conditions
Huang, Lei,Lv, Yang,Wu, Shengtao,Liu, Pingle,Xiong, Wei,Hao, Fang,Luo, He'an
, p. 76 - 85 (2019)
Non-noble nickel catalysts have been widely studied and tried in hydrogenation, however the problem of nickel particle sintering is more and more common in high-loaded nickel catalysts. A series of highly dispersed bimetallic Ni-M/AC (M = Cu, Co, Fe or Zn) catalysts were prepared by incipient wetness impregnation methods and applied in 1-nitronaphthalene hydrogenation to 1-naphthylamine under mild reaction conditions. The prepared catalysts were characterized by XRD, BET, H2-TPR, TEM, HRTEM, HAADF-STEM, XPS, ICP, FT-IR and H2 chemisorption. The results show that the introduction of the metal promoter inhibits the sintering of the nickel and enhances the reducibility of the catalysts, leading to higher ratio of effective Ni° on the surface of the support, especially for Ni-Zn/AC sample. Moreover, the results of XPS indicate that the electron donating effect of Cu promoter increases surface electronic density of Ni, as a result, the electron-rich Ni might be produced because of the interfacial electronic effect, which favors the desorption and further impedes the hydrogenation of N-naphthylhydroxylamine. Ni-Zn/AC-350 with smaller nickel particles, better dispersion and larger content of effective Ni° presents the best catalytic performance in 1-nitronaphthalene hydrogenation to 1-naphthylamine under mild reaction conditions, it gives 100% conversion of 1-nitronaphthalene and 96.82% selectivity to 1-naphthylamine under 0.6 MPa and 90℃ for 5 h. Additionally, superior performances are also obtained in hydrogenation reactions of nitrobenzene, chloronitrobenzene, 1,5-dinitronaphthalene and 1,8-dinitronaphthalene over Ni-Zn/AC catalysts. With good hydrogenation activity the catalyst shows, the application prospect in industrial production of aromatic amine from aromatic nitro compounds has been becoming more and more extension.
Synthesis of 1,5-naphthylethynyl nanostructure networks with extended π-conjugation. Effective heterocoupling catalyzed by palladium under a compatible CO2 atmosphere
Rodríguez, J. Gonzalo,Tejedor, J. Luis
, p. 2691 - 2693 (2003)
The synthesis of a new extended π-conjugated 5-N,N-dimethylaminonaphthyl family was undertaken by palladium-catalyzed cross-coupling reaction between a protected 5-iodonaphthylethynyl and 1-ethynyl-5-(N,N-dimethylamino)naphthalene. Under an argon atmosphere, only the homocoupling product 1,4-(N,N-dimethylamino)naphthyl-1,3-butadiyne was isolated, in excellent yield. However, under a compatible and pure carbon dioxide atmosphere, the cross-coupling product was obtained in excellent yield.
Half-Sandwich Ruthenium Complexes of Amide-Phosphine Based Ligands: H-Bonding Cavity Assisted Binding and Reduction of Nitro-substrates
Pachisia, Sanya,Kishan, Ram,Yadav, Samanta,Gupta, Rajeev
, p. 2009 - 2022 (2021/02/06)
We present synthesis and characterization of two half-sandwich Ru(II) complexes supported with amide-phosphine based ligands. These complexes presented a pyridine-2,6-dicarboxamide based pincer cavity, decorated with hydrogen bonds, that participated in the binding of nitro-substrates closer to the Ru(II) centers, which is further supported with binding and docking studies. These ruthenium complexes functioned as the noteworthy catalysts for the borohydride mediated reduction of assorted nitro-substrates. Mechanistic studies not only confirmed the intermediacy of [Ru-H] in the reduction but also asserted the involvement of several organic intermediates during the course of the catalysis. A similar Ru(II) complex that lacked pyridine-2,6-dicarboxamide based pincer cavity substantiated its unique role both in the substrate binding and the subsequent catalysis.
One-step catalytic amination of naphthalene to naphthylamine with exceptional yield
Hao, Fang,Wang, Xin,Huang, Linfang,Xiong, Wei,Liu, Pingle,Luo, Hean
supporting information, p. 2744 - 2749 (2020/06/17)
One-step amination of aromatic compounds to arylamines is a promising strategy with high atom economy and less environmental pollution. We propose for the first time a direct catalytic amination of naphthalene to naphthylamine and hydroxylamine using vanadium catalysts under mild conditions. Naphthylamine was obtained in 70% yield over the V2O5/HZSM-5 cayalyst in a one-step amination of naphthalene, which is higher than the yield obtained by state-of-the-art processes. The Br?nsted acid sites, and the V-O-V and VO bonds of monovanadate in the V2O5/HZSM-5 catalyst are the active sites for the amination reaction and are responsible for the naphthalene activation and formation of NH3+ that acts as the active amination reagent. A possible reaction mechanism was also proposed by investigating real-time IR and in situ DRIFTS. This proposed one-step amination of naphthalene is superior to traditional nonselective nitration and hydrogenation processes, and some findings offer new insights to produce arylamines from aromatic compounds.
